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Winchester Real Estate & Winchester, KY Homes For Sale | Page 5

234 Homes
 
59 Hillcrest Dr, Winchester, KY 40391
  • $249,000
  • 4Bd
  • 2Ba
  • 1,996 Sq Ft
625 Pine Ridge Rd, Winchester, KY 40391
  • $475,000
  • 3Bd
  • 2Ba
  • 2,174 Sq Ft
33 Bon-haven Ave, Winchester, KY 40391
  • $249,000
  • 3Bd
  • 2Ba
  • 1,386 Sq Ft
13 Maryland Ave, Winchester, KY 40391
  • $155,000
  • 2Bd
  • 1Ba
  • 1,472 Sq Ft
225 Buffalo Trce, Winchester, KY 40391
  • $189,900
  • 3Bd
  • 2Ba
  • 915 Sq Ft
330 Vanover Way, Winchester, KY 40391
  • $219,900
  • 3Bd
  • 3Ba
  • 1,416 Sq Ft
198 Hilltop Dr, Winchester, KY 40391
  • $269,500
  • 4Bd
  • 2Ba
  • 1,752 Sq Ft
125 Kittison Dr, Winchester, KY 40391
  • $205,000
  • 3Bd
  • 1Ba
  • 1,100 Sq Ft
148 Hidden Grove Ln, Winchester, KY 40391
  • $169,000
  • 2Bd
  • 2Ba
  • 1,100 Sq Ft
3 Nunnelly Ct, Winchester, KY 40391
  • $205,000
  • 3Bd
  • 2Ba
  • 1,319 Sq Ft
132 Lana Ln, Winchester, KY 40391
  • $699,000
  • 4Bd
  • 5Ba
  • 4,255 Sq Ft
527 Hidden Hills Way, Winchester, KY 40391
  • $219,500
  • 3Bd
  • 2Ba
  • 1,130 Sq Ft
428 Waycross Dr, Winchester, KY 40391
  • $279,900
  • 4Bd
  • 3Ba
  • 1,970 Sq Ft
2379 Big Stoner Rd, Winchester, KY 40391
  • $259,900
  • 3Bd
  • 1Ba
  • 2,444 Sq Ft
2697 Pine Ridge Rd, Winchester, KY 40391
  • $189,000
  • 41.69 Acre
1024 Flanagan Station Rd, Winchester, KY 40391
  • $419,000
  • 3Bd
  • 2Ba
  • 2,942 Sq Ft
608 Colby Rd, Winchester, KY 40391
  • $360,000
  • 3Bd
  • 3Ba
  • 1,803 Sq Ft
455 Davis Ln, Winchester, KY 40391
  • $699,000
  • 2Bd
  • 3Ba
  • 2,361 Sq Ft
205 Providence Ln, Winchester, KY 40391
  • $269,900
  • 3Bd
  • 1Ba
  • 1,644 Sq Ft
103 Yorktowne Ct, Winchester, KY 40391
  • $130,000
  • 3Bd
  • 1Ba
  • 1,150 Sq Ft
229 S Highland St, Winchester, KY 40391
  • $160,000
  • 4Bd
  • 3Ba
  • 3,462 Sq Ft
117 4th St, Winchester, KY 40391
  • $10,000
  • 0.17 Acre
160 Rector Ln, Winchester, KY 40391
  • $84,900
  • 3.39 Acre
208 4th St, Winchester, KY 40391
  • $130,000
  • 2Bd
  • 1Ba
  • 1,254 Sq Ft
404 Mount Vernon Dr, Winchester, KY 40391
  • $124,000
  • 2Bd
  • 2Ba
  • 1,360 Sq Ft
155 Spring Ridge Way, Winchester, KY 40391
  • $188,500
  • 12.1 Acre
500 Hidden Hills Way, Winchester, KY 40391
  • $204,900
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
75 4th St, Winchester, KY 40391
  • $10,000
  • 0.06 Acre
270 Evergreen Dr, Winchester, KY 40391
  • $380,000
  • 3Bd
  • 2Ba
  • 1,677 Sq Ft
250 Evergreen Dr, Winchester, KY 40391
  • $430,000
  • 3Bd
  • 2Ba
  • 1,855 Sq Ft
507 Tech Dr, Winchester, KY 40391
  • $1,200
  • 2.57 Acre
360 N Middletown Rd, Winchester, KY 40391
  • $329,500
  • 3Bd
  • 2Ba
  • 1,792 Sq Ft
271 April Way, Winchester, KY 40391
  • $215,000
  • 2Bd
  • 2Ba
  • 1,120 Sq Ft
374 N Middletown Rd, Winchester, KY 40391
  • $329,500
  • 3Bd
  • 2Ba
  • 1,719 Sq Ft
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Winchester, KY real estate market trends

Statistics as of November 2026
$299K
Avg. list price
$167/Sqft
Avg. price/sqft
171
Homes for sale
1,848 Sqft
Avg. home size
101 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, KY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, KY?
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Frequently Asked Questions about Winchester, KY

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